3-Chloro-4-(4-chlorophenyl)benzenamine → 3-(5-(2-(((2,4'-Dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-3-hydroxy-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid

HRID 405258Notes

Reaction equation

HRID 405258 reaction equation
[CH:1]([C:3]1[C:8]([OH:9])=[CH:7][C:6]([C:10]([F:13])([F:12])[F:11])=[CH:5][C:4]=1[C:14]1[CH:15]=[CH:16][C:17]([C:20]([NH:22][CH2:23][CH2:24][C:25]([O:27]CC)=[O:26])=[O:21])=[N:18][CH:19]=1)=O.[Cl:30][C:31]1[CH:36]=[C:35]([NH2:37])[CH:34]=[CH:33][C:32]=1[C:38]1[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][CH:39]=1.C(C1C(OC)=CC(C(F)(F)F)=CC=1C1C=CC(C(NCCC(OCC)=O)=O)=NC=1)=O.ClC1C=C(N)C=CC=1C1C=CC(C(F)(F)F)=CC=1>>[Cl:30][C:31]1[CH:36]=[C:35]([NH:37][CH2:1][C:3]2[C:8]([OH:9])=[CH:7][C:6]([C:10]([F:13])([F:12])[F:11])=[CH:5][C:4]=2[C:14]2[CH:15]=[CH:16][C:17]([C:20]([NH:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[O:21])=[N:18][CH:19]=2)[CH:34]=[CH:33][C:32]=1[C:38]1[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][CH:39]=1

Participants

5

Reactant 4

HCID 198789103-Chloro-4-(4-chlorophenyl)benzenamineHCID 688342842-Chloro-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amineHCID 86674280Ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoateHCID 86674288Ethyl 3-(5-(2-formyl-3-hydroxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate

Product 1

HCID 710599183-(5-(2-(((2,4'-Dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-3-hydroxy-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid

Procedure

The title compound was prepared as described in Example 159 substituting ethyl 3-(5-(2-formyl-3-hydroxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate and 2,4′-dichloro-[1,1′-biphenyl]-4-amine for ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate and 2-chloro-4′-(trifluoromethyl)-[1,1′-biphenyl]-4-amine, respectively.

Sources & evidence

ORD record
ord-e81bd1529b8c4835b54afce863db7d45
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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